Seven new resin glycosides from the seeds of Quamoclit × multifida

J Nat Med. 2019 Jan;73(1):11-22. doi: 10.1007/s11418-018-1236-4. Epub 2018 Aug 10.

Abstract

Seven new resin glycosides, multifidins III (1)-IX (7), were isolated from the seeds of Quamoclit × multifida (syn. Q. sloteri House) (Convolvulaceae), along with five known glycosides, quamoclinic acid B methyl ester (8), operculin XIII (9), quamoclin I (10), QM-10 (11), and QM-12 (12). Their structures were determined on the basis of spectroscopic data and chemical evidence. These compounds were of two different types, i.e., those with macrolactone structures and those with non-macrolactone structures. Additionally, cytotoxic activity towards HL-60 human leukemia cells of 1, 2, 5, 8, 9, 11, and 12 was evaluated. Among them, macrolactone-type resin glycosides (jalapins), 1, 2, and 9, specifically demonstrated clear cytotoxic activity with IC50 values of 3.46, 14.7, and 10.9 μM, respectively.

Keywords: Convolvulaceae; Cytotoxic activity; Jalapin; Multifidin; Quamoclit × multifida; Resin glycoside.

MeSH terms

  • Glycosides / chemistry*
  • Humans
  • Resins, Plant / chemistry*
  • Seeds / chemistry*

Substances

  • Glycosides
  • Resins, Plant